Vacation rentals with a pool in Middlesex County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Middlesex County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Middlesex County rentals with a pool
House rentals with a pool
Home
5 out of 5 average rating, 13 reviewsBeautiful Shoreline home in parklike setting
Home
4.7 out of 5 average rating, 10 reviewsGorgeous 1700s Home Sleeps 10, 3 bath, Pool
Home
5 out of 5 average rating, 5 reviewsPeaceful private home with pool and pond
Home
5 out of 5 average rating, 4 reviewsDirect riverfront luxury home!
Home
4.96 out of 5 average rating, 28 reviewsNEW! 5-bedroom historic cottage, near beach
Home
4.75 out of 5 average rating, 4 reviewsQuiet Connecticut Retreat w/ Pool, Deck & Fire Pit
Home
4.73 out of 5 average rating, 132 reviewsSecluded Family escape w/ pool & jacuzzi
Home
4.79 out of 5 average rating, 38 reviewsBeautiful 1820 Colonial, Madison, CT
Condo rentals with a pool
Condo
4.83 out of 5 average rating, 125 reviewsSeaside Escape w Pool, Private Beach + Patio
Condo
4.89 out of 5 average rating, 148 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo
4.98 out of 5 average rating, 159 reviewsPeaceful Oasis steps from Mohegan Sun
Condo
4.97 out of 5 average rating, 118 reviewsThe Vacay Villa
Condo
4.93 out of 5 average rating, 70 reviewsSpa Creek - Chic Modern Villa near Spa & Casinos
Condo
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo
4.92 out of 5 average rating, 137 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Condo
4.88 out of 5 average rating, 229 reviewsThe N-V ...The Spa at the Norwich Inn.
Home rentals with a private pool
Home
4.73 out of 5 average rating, 15 reviewsHistorical Estate Home with Backyard Pool
Bungalow
4.93 out of 5 average rating, 107 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
Home
4.92 out of 5 average rating, 120 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Home
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool
Home
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Home
4.98 out of 5 average rating, 128 reviewsExplore the Water & Woods at a Relaxing Retreat
Home
5 out of 5 average rating, 81 reviewsBest of Country and Beach Living
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